Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclohexanol | HCID 7966 | — |
| Reactant | HCID 11961473 | HCID 11961473 | — |
| Product | HCID 22559286 | HCID 22559286 | — |
Reaction Steps
According to the procedure described in the synthesis method of Intermediate 9 in Reference Example 2 (Step e-2), ethyl 3-(3-bromo-4-hydroxyphenyl)propionate and cyclohexanol were reacted and treated to obtain ethyl 3-(3-bromo-4-cyclohexyloxyphenyl)propionate (355 mg). According to the procedure described in the synthesis method of Compound of Example 001 (Preparation Method 4, Step d-1) with the modifications that the reaction was carried out for 17 hours, and the purification was performed by flash column chromatography (hexane:ethyl acetate 8:1), the above product was reacted with 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (330 mg), 2 M aqueous sodium carbonate (0.9 ml) and (Ph3P)4Pd (105 mg) and treated to obtain the title compound (Intermediate 68, 260 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06867320B2 |
|---|
| Source dataset | uspto-grants-2005_03 |
|---|
| ORD ID | ord-025f3de444c048b6856cfa82e4add8b9 |
|---|
| Source note | uspto-grants-2005_03 |
|---|